[(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

Details

Top
Internal ID da4bc1e3-67ac-4c3a-acee-0a76422410fe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
IUPAC Name [(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate
SMILES (Canonical) CC(=O)OC1CC2C(C3(C1(C(CCC3(C)O)OC(=O)C4=CC=CC=C4)C)OC2(C)C)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@H]1C[C@@H]2[C@H]([C@]3([C@]1([C@H](CC[C@]3(C)O)OC(=O)C4=CC=CC=C4)C)OC2(C)C)OC(=O)C
InChI InChI=1S/C26H34O8/c1-15(27)31-20-14-18-21(32-16(2)28)26(34-23(18,3)4)24(5,30)13-12-19(25(20,26)6)33-22(29)17-10-8-7-9-11-17/h7-11,18-21,30H,12-14H2,1-6H3/t18-,19+,20+,21-,24+,25+,26+/m1/s1
InChI Key IBWJCAFIVDQSSU-PAKKNJALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C26H34O8
Molecular Weight 474.50 g/mol
Exact Mass 474.22536804 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.19
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,2S,5S,6S,7S,9R,12R)-7,12-diacetyloxy-2-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodecan-5-yl] benzoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9890 98.90%
Caco-2 - 0.6002 60.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6953 69.53%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8883 88.83%
OATP1B3 inhibitior - 0.2604 26.04%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7807 78.07%
P-glycoprotein inhibitior + 0.7765 77.65%
P-glycoprotein substrate - 0.7587 75.87%
CYP3A4 substrate + 0.6818 68.18%
CYP2C9 substrate - 0.8071 80.71%
CYP2D6 substrate - 0.8582 85.82%
CYP3A4 inhibition - 0.5504 55.04%
CYP2C9 inhibition - 0.7407 74.07%
CYP2C19 inhibition - 0.7438 74.38%
CYP2D6 inhibition - 0.9565 95.65%
CYP1A2 inhibition - 0.7027 70.27%
CYP2C8 inhibition + 0.7960 79.60%
CYP inhibitory promiscuity - 0.9732 97.32%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5869 58.69%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.9159 91.59%
Skin irritation - 0.6094 60.94%
Skin corrosion - 0.8497 84.97%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7497 74.97%
Micronuclear - 0.7900 79.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8455 84.55%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5776 57.76%
Acute Oral Toxicity (c) III 0.3975 39.75%
Estrogen receptor binding + 0.8612 86.12%
Androgen receptor binding + 0.6450 64.50%
Thyroid receptor binding + 0.6832 68.32%
Glucocorticoid receptor binding + 0.7010 70.10%
Aromatase binding + 0.6514 65.14%
PPAR gamma + 0.7133 71.33%
Honey bee toxicity - 0.8602 86.02%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5155 51.55%
Fish aquatic toxicity + 0.9813 98.13%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.02% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.97% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 90.96% 90.17%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.44% 99.23%
CHEMBL2581 P07339 Cathepsin D 87.18% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.04% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 86.14% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.92% 95.56%
CHEMBL5028 O14672 ADAM10 85.61% 97.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.30% 97.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.83% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.62% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.16% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 82.55% 83.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.10% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.09% 82.69%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.40% 81.11%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 81.19% 94.08%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.08% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.71% 95.50%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Orthosphenia mexicana

Cross-Links

Top
PubChem 13995951
LOTUS LTS0097175
wikiData Q105110801